Imagine waking up in a sun-drenched villa overlooking rolling Tuscan hills with the sounds of nature floating through the air. You catch the scent of breakfast cooking and fresh espresso, while laughter drifts across the dining room. This is more than a vacation. It’s an invitation to slow down, savor life, and experience Tuscany with all your senses.
This 8-day, 7-night Chianti Tuscany villa retreat invites you to leave your to-do lists behind and fully immerse yourself in the beauty, flavors, and rhythms of Italian life. Designed to nourish your mind, body, and soul, this experience blends relaxation, cultural discovery, and meaningful connection.
Your home for the week is a historic 400-year-old villa in the Chianti region of Tuscany, located on a working vineyard and within walking distance of the charming village of San Casciano in Val di Pesa, just 24 minutes from Florence. Surrounded by rolling vineyards and olive groves, the villa offers panoramic countryside views and estate-produced Chianti wines served right where they are grown.
During your stay, you’ll enjoy chef-prepared Tuscan meals, time to wander into town for coffee or shopping, and expansive spaces to gather with fellow guests.
A driver will pick you up at your hotel in Florence for your 4:00 villa check-in.
Enjoy a welcome reception at the villa with wine and apperitivi
Spend a delightful afternoon at a welcoming, family-run winery in the rolling hills of Chianti. Your visit begins with a tour of the vineyards and cellars, where you’ll learn about traditional Tuscan winemaking and the family’s deep connection to the land.
After the tour, enjoy a guided tasting of the estate’s wines, followed by a delicious Tuscan lunch prepared with fresh, local ingredients. As you dine overlooking the vineyards, you’ll savor the simple beauty, flavors, and warm hospitality that make Tuscany so unforgettable.
Begin the day wandering through the lively outdoor market in San Casciano in Val di Pesa, where local vendors gather with baskets of seasonal produce, handmade goods, and regional specialties.
In the afternoon you'll visit a nearby family-run sheep farm where generations have been producing traditional Pecorino cheese. You’ll learn about the time-honored process of transforming fresh sheep’s milk into this beloved Tuscan staple, from pasture to aging room.
Your visit concludes with a relaxed tasting of their artisanal cheeses paired with local wine and estate olive oil that reflect the land and traditions of Tuscany.
Spend the day exploring the medieval beauty of Siena, one of Tuscany’s most captivating hill towns. Wander through narrow cobblestone streets lined with historic buildings and charming shops before arriving at the breathtaking Piazza del Campo, the heart of the city and one of Italy’s most beautiful squares.
You’ll also have time to visit the magnificent Siena Cathedral, known for its striking black-and-white marble and incredible works of art. Enjoy time to explore, shop, or relax at a café while soaking in the timeless atmosphere of this unforgettable Tuscan city
After several days of exploring, enjoy a slower pace with a day to simply relax and savor life at the villa in the peaceful countryside of Tuscany. Spend the morning lingering over coffee, taking a quiet walk through the gardens, or finding a shady spot with a good book.
This is your time to unwind, soak in the beauty of the surrounding vineyards and olive groves, and enjoy meaningful conversation with new friends.
Spend a delightful afternoon at a welcoming, family-run winery in the rolling hills of Chianti. Your visit begins with a tour of the vineyards and cellars, where you’ll learn about traditional Tuscan winemaking and the family’s deep connection to the land.
After the tour, enjoy a guided tasting of the estate’s wines, followed by a delicious Tuscan lunch prepared with fresh, local ingredients. As you dine overlooking the vineyards, you’ll savor the simple beauty, flavors, and warm hospitality that make Tuscany so unforgettable.
Step into a historic Tuscan kitchen for a hands-on cooking experience guided by a talented local chef. Together, you’ll learn to prepare classic Italian dishes using fresh, seasonal ingredients, many gathered from the estate’s own garden.
As you chop, stir, and savor the aromas of traditional recipes coming to life, you’ll gain a deeper appreciation for the simplicity and beauty of Italian cooking.
We say goodbye until next time. A driver will pick you up at the villa and take you to the Florence train station.
Check out by 10:00 am
